tris-(4-bromophenyl)stibine | 17946-45-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tris-(4-bromophenyl)stibine
• 英文别名: tris(4-bromophenyl)stibane；tris-(4-bromo-phenyl)-stibine；Tris-(4-brom-phenyl)-stibin；Tris-(4-brom-phenyl)-antimon；Tris(4-bromophenyl)antimony
• CAS: 17946-45-1
• 化学式: C₁₈H₁₂Br₃Sb
• 分子量: 589.755
• InChiKey: YRDIUZJKJGHAKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

锑在人体内广泛分布。头发和皮肤含有最高的锑水平。肾上腺、肺、大肠、气管、小脑和肾脏也含有相对较高的锑。血液是将吸收的锑运输到身体各个组织隔室的主要载体。锑是一种金属，因此不会发生分解代谢。锑可以与巯基和磷酸共价相互作用，以及与许多内源性配体（例如，蛋白质）进行可逆的绑定相互作用。目前尚不清楚这些相互作用在毒理学上是否具有重要意义。锑通过尿液和粪便排出。部分粪便中的锑可能代表未被吸收的锑，这些锑通过粘液纤毛活动从肺部清除到食管，再进入胃肠道。（L741）

Antimony is widely distributed throughout the body. The hair and skin contain the highest levels of antimony. The adrenal glands, lung, large intestine, trachea, cerebellum, and kidneys also contain relatively high levels of antimony. Blood is the main vehicle for the transport of absorbed antimony to various tissue compartments of the body. Antimony is a metal and, therefore, does not undergo catabolism. Antimony can covalently interact with sulfhydryl groups and phosphate, as well as numerous reversible binding interactions with endogenous ligands (e.g., proteins). It is not known if these interactions are toxicologically significant. Antimony is excreted via the urine and feces. Some of the fecal antimony may represent unabsorbed antimony that is cleared from the lung via mucociliary action into the esophagus to the gastrointestinal tract. (L741)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

吸入数据表明心肌是锑中毒的目标。锑可能通过干扰糖原分解和糖异生途径的酶来影响循环中的葡萄糖。锑的作用机制尚不清楚。然而，一些研究表明，锑与巯基团结合，包括一些对组织呼吸重要的酶中的巯基团。BAL的解毒作用取决于其阻止或打断锑与关键酶结合的能力。此外，死亡原因被认为是与急性砷中毒基本相同。(T18, L741, A238)

The inhalation data suggests that the myocardium is a target of antimony toxicity. It is possible that antimony affects circulating glucose by interfering with enzymes of the glycogenolysis and gluconeogenesis pathways. The mechanism of action of antimony remains unclear. However, some studies suggest that antimony combines with sulfhydryl groups including those in several enzymes important for tissue respiration. The antidotal action of BAL depends on its ability to prevent or break the union between antimony and vital enzymes. Moreover, the The cause of death is believed to be essentially the same as that in acute arsenic poisoning. (T18, L741, A238)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

无致癌性迹象（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity (not listed by IARC). (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

皮肤接触锑可以导致锑斑（围绕汗腺和皮脂腺的丘疹和脓疱）。锑中毒还可能导致肺尘埃沉着病。吸入锑可能导致肺部功能改变和其他影响，包括慢性支气管炎、慢性肺气肿、活动性肺结核、胸膜粘连和刺激。锑中毒还可能导致血压升高。心肌抑制、血管扩张和体液流失可能导致低血压、电解质紊乱和急性肾衰竭的休克。脑水肿、昏迷、抽搐和死亡也是可能的。（L741）

Dermal exposure to antimony can cause antimony spots (papules and pustules around sweat and sebaceous glands). Antimony poisoning can also lead to pneumoconiosis. Alterations in pulmonary function and other effects including chronic bronchitis, chronic emphysema, inactive tuberculosis, pleural adhesions, and irritation can result from inhalation of antimony. Increased blood pressure can also result from antimony poisoning. Myocardial depression, vasodilation and fluid loss may cause shock with hypotension, electrolyte disturbances and acute renal failure. Cerebral oedema, coma, convulsions, and death are possible. (L741)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

吸入（L741）；口服（L741）；皮肤给药（L741）

Inhalation (L741) ; oral (L741) ; dermal (L741)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

腹部疼痛、呕吐、腹泻可能是由吸入锑引起的。呼吸困难、头痛、呕吐、咳嗽、结膜炎和鼻出血脓性分泌物可能是由吸入暴露引起的。皮肤或眼睛接触可能会导致暴露表面疼痛和发红。（T64, L741）

Abdominal pain, vomiting, diarrhea can result from inhalation of antimony. Dyspnea, headache, vomiting,cough, conjunctivitis, and bloody purulent discharge from nose can result from inhalation exposure. Skin or eye contact can cause pain and redness of the exposed surface. (T64, L741)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  tris-(4-bromophenyl)stibine 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 4-溴苯硼酸新戊二醇酯
  参考文献：
  名称：

  Simple base-free Miyaura-type borylation of triarylantimony diacetates with tetra(alkoxo)diborons under aerobic conditions

  摘要：

  The reaction of triarylantimony diacetates with tetra(alkoxo)diborons in the presence of PdCl2(PPh3)(2) (1 mol%) catalyst resulted in the Miyaura-type B-arylation to form arylboronates in moderate to good yields under base-free conditions. In the present reaction, two of the three aryl groups of antimony reagent were transferred to the coupling products when the reaction was carried out under aerobic conditions, although only one of the three aryl group of the antimony reagent was involved under an argon atmosphere. The broad scope of the reaction was demonstrated by using a variety of triarylantimony diacetates with sterically hindered aryl groups and highly reactive p-bromo-functionalized aryl derivatives. (C) 2014 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2014.04.006
• 作为产物：
  描述：

  (4-bromophenyl)magnesium bromide 在 乙醚 、 三氯化锑 作用下， 生成 tris-(4-bromophenyl)stibine
  参考文献：
  名称：

  O'Donnell, Iowa State College Journal of Science, 1945, vol. 20, p. 34

  摘要：

  DOI：

文献信息

• A versatile synthesis of triarylantimony difluorides by fluorination of triarylstibanes with nitrosyl tetrafluoroborate and their antitumor activity
  作者：Yuki Kitamura、Mio Matsumura、Yuki Murata、Mizuki Yamada、Naoki Kakusawa、Motohiro Tanaka、Hiroyuki Okabe、Hiroshi Naka、Tohru Obata、Shuji Yasuike

  DOI：10.1016/j.jfluchem.2017.04.004

  日期：2017.7

  Triarylantimony difluorides were synthesized in moderate to excellent yields by oxidative fluorination of triarylstibanes with nitrosyl tetrafluoroborate (NOBF4) under aerobic conditions. This reaction is the first example of fluorination of trivalent organoantimony compounds using NOBF4 as a fluorinating agent. The triarylantimony difluorides exhibited good anti-proliferation activity against tumor

  通过在有氧条件下用亚硝基四氟硼酸酯（NOBF 4）氧化三芳基苯乙烯类化合物，以中等至极好的收率合成了三芳基锑二氟化物。该反应是使用NOBF 4作为氟化剂氟化三价有机锑化合物的第一个实例。三芳基二氟化锑对肿瘤细胞系表现出良好的抗增殖活性。特别地，IC 50的p -Tol 3的SbF 2（2C）在每种细胞系中是最低的。
• The preparation of phenyl substituted antimony(III) and antimony(V) chlorides and bromides
  作者：Michael Nunn、D.Bryan Sowerby、Denise M Wesolek

  DOI：10.1016/s0022-328x(00)98787-4

  日期：1983.8

  In the absence of solvent, the redistribution of and molar mixtures of Ph3Sb and SbX3, where X = Cl or Br, is rapid giving quantitative yields of Ph2SbX and PhSbX2, respectively.

  在不存在溶剂的情况下，Ph 3 Sb和SbX 3的混合物和摩尔混合物（X = Cl或Br）的重新分布迅速，分别给出了定量的Ph 2 SbX和PhSbX 2产率。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sb: Org.Comp.1, 1.1.1.1.7, page 87 - 96
  作者：

  DOI：——

  日期：——
• Harris, J. I.; Bowden, S. T.; Jones, W. J., Journal of the Chemical Society
  作者：Harris, J. I.、Bowden, S. T.、Jones, W. J.

  DOI：——

  日期：——
• Talalaeva, T. V.; Kocheshkov, K. A., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya
  作者：Talalaeva, T. V.、Kocheshkov, K. A.

  DOI：——

  日期：——